A few days ago my #chastitycage slipped off my clitty while I was on live cam here on AdultFriendFinder.com(AFF) at https://adultfriendfinder.com/profile2/SubmissiveSon3 and after stroking it for a while, I came a little, a few small drops of cum squirted out of my cock as one of my AFF followers watched and got impressed. I didn't want my clit to be free for long though, so afterwards I immediately locked it back up, hoping it wouldn't slip off for a whole week again. And to my pleasant surprise, I used the right size cage for once because for seven days straight it stayed on, a… Read more
UPDATED!: New Sissy Video!
A new video! This sissy femboy shows off her clitty in its cage and my pussy! Go here: https://photos.app.goo.gl/z9PkM1BP9UyQhhzC6 More photos here: https://photos.app.goo.gl/vBaAbbdp1zye5ok39 And remember my blog is https://chrissyinsd.blogspot.com/ and I'm on facebook at https://www.facebook.com/chrissyfemboyinsd2/ and Instagram at https://www.instagram.com/sissychrissy4/ . Thanks! Kisses! -Chrissy #chrissyinsd #chrissythesissy #sissy #sissyboy #sissyboi #femboy #femboi #trans #transgender #crossdresser #gay #lgbt #lgbtq #chastity #chastitycage #sissychastity #chasti… Read more
Lost the Key to My Clit Cage
I try to unlock and remove the cage on my clitty to wash it so my boyfriend can enjoy it, but I can't find the key! To see the video please go here: https://photos.app.goo.gl/Mwp66ax5BhCeqbsb9 And remember my blog is https://chrissyinsd.blogspot.com/ and I'm on facebook at https://www.facebook.com/chrissyfemboyinsd2/ and Instagram at https://www.instagram.com/sissychrissy4/ . Thanks! Kisses! -Chrissy #chrissyinsd #chrissythesissy #sissy #sissyboy #sissyboi #femboy #femboi #trans #transgender #crossdresser #gay #lgbt #lgbtq #chastity #chastitycage #sissychastity #chastity… Read more
How I Became Chrissy the Caged Sissy
"Put it on and never take it off unless I give you permission to. I want to own you, I will control your body and when you have pleasure from now on," my Daddy, my oldest and most dominant boyfriend texted me. I had just found in the mail the chastity cage for my cock he shipped me, so I texted him asking about it. I wet and soap up my cock and balls to make them slip into it easier...then put it on...slowly...learning...making sure I don't pinch or prick any part of my fragile genitals, my balls hook through the r… Read more
My Chastity Cage Slipped Off
Note: Please go to my blog https://chrissyinsd.blogspot.com/ or profile to see my pics and videos. Due to a technical issue, I can't post photos or videos with this article. I have pics and videos of me in my cockcage and my new dress there. You'll also see pics of my morning wood. Thank you! Kisses!: My Daddy, one of my boyfriends that is helping me become a real #shemale #transgender #sissy #crossdresser #femboy #ladyboy #tgurl, ordered me to wear a #chastitycage #cockcage #clitcage and never take it off without his permission. And after a week of wearing it nons… Read more
My First Time as an Escort! (A Fantasy)
This is a complete work of fiction. I would never break the law or violate Xhamster policies. ;) I have been on several free escort listing services like Friendboy and Rentmen for a few years now as a smooth crossdressing sissy and to my surprise I have gotten some interests. However I am always concerned that the "john" or "trick" could be a law enforcement officer so I would often refuse requests. Sometimes I will even research the caller as best I could or ask probing questions. One guy wanted me to se… Read more
He Could Have R*ped Me! And I'd Enjoy It!
Disclaimer: I usually include photos to visually illustrate the story and make it more palatable to the reader, but for some reason Xhamster won't let me upload any photos to my blog or even to my galleries right now. So I attached some videos down at the end. I hope you enjoy this anyways -Chrissy More Videos Below This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned… Read more
K*dnapped & R*ped
Disclaimer: I usually include photos to visually illustrate the story and make it more palatable to the reader, but for some reason Xhamster won't let me upload any photos to my blog or even to my galleries right now. So I attached some videos down at the end. I hope you enjoy this anyways -Chrissy Videos Below "You're nothing but a tease, a flirt, you just like to play around and lead guys on," someone messaged me on the swinger site I'm on called AdultFriendFinder. "No," I replied, "I have actually hooked up with guys I met here, I am just very busy." And that is the t… Read more
Why Do I Like Being Fem?
Disclaimer: I usually include photos to visually illustrate the story and make it more palatable to the reader, but for some reason Xhamster won't let me upload any photos to my blog or even to my galleries right now. I hoe you enjoy this anyways -Chrissy I like being feminine and treated like a girl. I like wearing girl clothes. I don't know why. I just enjoy the feeling of femininity, of being "the weaker sex," the one who is chased, who is hunted, ogled, drooled over, the one who is helped whenever she is in distress simply because she is a girl....i like men opening doors fo… Read more
Femboy Chrissy's Birthday
Monday, November 30th, was my birthday! I am a sissy slut, a femboy or ladyboy whore with many lovers, but I do have one that has my heart the most and that I see on a regular basis. I'll just call him "B" here. B is in his upper 50s with gray hair, wrinkles and all, exactly what this tgirl is attracted to. He picked me up in front of my place, and as part of our tradition, we stopped and bought some food at Wendy's. When we got to his place we decided to eat in his bedroom and have YouTube on, we decided to watch Family Guy. No, not porn: sometimes we just like being together, e… Read more
Making Love Vs. Fucking
We all know the difference between making love and fucking, but for those that may not here is my take on the subject. When my partner makes love to me it is slow, gentle, sensual....he does it not only to make himself feel good, but to satisfy me as well. Making love is selfless and sacrificial: my partner would ask me how he can sexually satisfy me, and makes sure he is not hurting me. In making love there is a closeness, an intimacy....we… Read more
Fucked On The Ranch
I'm in the kitchen washing dishes, my back to the door. Suddenly I feel a hand grab and squeeze my ass then I feel hot breath on my neck. "Mmmm...you must be John's friend," a voice whispers in my ears. Knowing it wasn't my lover John, I turned around and went to push him away, but before I could, John's off-again, on-again jerk of a boyfriend quickly embraced me and slammed his face against mine, pushing his tongue down my throat and locking my lips with his. I felt one hand feel up my backside, then under my s… Read more
An Orgasmic Uber Ride
"Chris?" the Uber driver asked me after driving up and rolling down his window. "Yes," I replied and then I got into the passenger seat next to him. I usually ride upfront in Uber rides because I get car sick easily in the back. After fastening my seat belt we were off. The guy was older, maybe mid-50s, white or Hispanic, and had a beard and mustache. I could tell he was gay from his voice and mannerisms, and from all the gay paraphernalia in his car, like the rainbow color and even the rainbow flag everywhere. Not to mention… Read more
More About Me
Hi thank you for viewing my profile! My name is Chrissy and I'm from San Diego, CA that's why my username is ChrissyinSD. I am 41 but look younger and I shave my entire body smooth. I am 6 feet, 165 pounds, skinny with a bit of a stomach, and my cock is average and uncut. I am bisexual and for men I am a sissy femboy. I enjoy being feminine, wearing female clothing and panties, and being treated like a girl by men. I have many erotic photos, videos, and stories, most of which are free, though I would like to mak… Read more
How I Became His Office Fucktoy
Every day now at my lunch break I service one of my many Daddies in his office in the building where I work. He'll always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I work in the parking garage connected to the building this 50-something rich, handsome, budding attorney has an office in, doing cleaning, maintenance, and customer service which mostly entailed finding peo… Read more
The Garage Quickie
I can't believe that just happened! I'm so naughty! I'm such a bad boy! Who is going to spank me??? Anyways...I just started using Grindr two days ago with the username "Chrissy" and I already had lots of interests and offers for sex! I still can't believe guys think I'm hot?! I think it's my ass?? Anyways... I met this guy on Grindr. He didn't have a face pic, but I didn't care. I was too horny! His profile said he was 39, being 41 I usually go for older guys, 50 or up, but I decided I could make an exception… Read more
Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on AdultFriendFinder, "John Smith," is in his 60s, with wrinkles, gray hair, and is very masculine, which is what i am attracted to. "John" likes shemales, drag queens, crossdressers, and the like, and asked me to wear a… Read more
Sissy Femboy Chrissy in Drag at the Club
________________________________________________________________________ "Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!" And that was my conversation with a new lover I just met on AdultFriendFinder. The guy is in his upper 60s, gray hair, wrinkles, very masculine, e… Read more